
Family-friendly rentals near Siesta Beach
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Top-rated family-friendly rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Sun-filled cottage with pool, walk to beach
Welcome to Palm Cottage. Our space is the perfect cozy getaway for any time of year. Recently renovated three bedrooms and one bathroom make this the perfect spot for two couples or a family. The private backyard includes a brand new pool with a hot tub and a sun shelf, as well as outdoor dining area and fire table. Enjoy a leisurely stroll to Siesta Key to play at the beach or grab a meal at one of the many restaurants. Home includes two bikes and all the gear you need for a day at the beach.

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and dĂŠcor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

Steps to Siesta Key Beach! Sunset Balcony Views!
This beautifully appointed 2-bedroom, 1-bath condo (Sleeps 6) is centrally located directly across from the world-famous "sugar-white sands" of Siesta Key Beach. Unit 205 offers a perfect location with spectacular Gulf of Mexico sunsets from your private balcony. Enjoy a covered parking spot. The master suite has a King bed, a second bedroom with two twin beds, and a pull-out sofa in the living area. Nearby find rentals for bikes, scooters, water sports, parasailing, fishing, sunset cruise.

Luxury 3B/3B waterfront home w/ pool + boat access
Escape to this luxurious 3BR/3BA Sarasota sanctuary! 5 minutes from Siesta Key, this Mid-Century Modern gem sits on a canal with direct Bay access (no bridges). Dive into the private pool & spa, lounge on the 1,000 sq ft porch, or relax inside on cozy furnishings. Includes a private dock, kayak/SUP/canoe, bikes, and a massive driveway for boat trailers. From the hanging bed swing to the gourmet kitchen, every detail is designed for your dream waterfront getaway. Your Florida paradise awaits!

Bike to Beach Double King Suites, Pool & Mini Golf
Escape to the Salt & Sol House- a luxe coastal boho getaway just minutes from the white sands of world class Siesta Key Beach. This newly designed vacation rental offers everything for your perfect Florida escape. Enjoy indoor outdoor living, a heated pool, private putting green, bikes for exploring, hammocks in the shade, and twinkling string lights that create unforgettable evenings. Experience pure relaxation with resort-style amenities and luxury in paradise. BONUS: We are pet-friendly!

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

Siesta Key Beach & Village 2BR/2BA Steps to Beach
This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house dÊcor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership.

Palm Bay Club! Resort Living on Siesta Key!
Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

The Sand Castle - Backyard Oasis Mins from Siesta!
*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want!

Siesta Key | Heated Pool | Sauna | Family & Pets
â Sauna, Fire-pit, BBQ (gas) â Giant Outdoor Chessâď¸ â King & 2 Queen Beds â Ample Parking (RV, Boat, etc) â Fast WiFi đ â 4 Smart TVs (largest 85 inches) â Gourmet Kitchen Main side â Kitchenette on Guest side â 2 Onsite washer + dryers â 2 Outdoor Showers ă30 mins to airport ă2 mins to Siesta Key Beach Bike to Americaâs #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.
Popular amenities for family-friendly rentals near Siesta Beach
Family-friendly home rentals with a hot tub

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

Sarasota's Luxury Oasis

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG

Siesta Key For Me @ The Palm Bay Club

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

The Bahia. Wellness House heated pool, spa, sauna

The Blessing House- Htd Pool/Spa, Close to Beaches

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard
Family- and pet-friendly home rentals

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

Serene 3BR family retreat | Firepit & POOL

Summer House longboat key

Luxury Canal-Front Home + Heated Pool Near Beach

Mid-Century Modern, Pool, Mins to Siesta Key Beach

Rustic Sands - 650

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

Siesta Key, FL - Casa Berano
Family-friendly home rentals with a pool

Luxury Waterfront Home in Sarasota w/ Pool & Dock

Private Pool +Game Room Near Siesta Key | Sleeps 9

Direct Gulf View - Residence 603

Heated saltwater pool near Siesta and Downtown

Heated pool & Infrared Sauna, 2 min to beach

Siesta Key Paradise

Topsail Cottage | SK Home w/ Rooftop Views of Gulf

Siesta Key Paradise - Steps to Beach & Village
Family-friendly home rentals with Wi-Fi

South Bay Beach House:Bay Front Luxury Beach Villa

Shore Side Suites

FlipFlopsOn III ⢠½ Mile Siesta Key ⢠Walk to Bay

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

New listing - Pool Home, 500ft to Beach!

Beachfront Escape & Sun-Filled Fun â Aloha Kai #24

Siesta Key Poolside Paradiseâ

NEW! Renovated Pool Home Mins 2 Siesta Key Beach
Quick stats about family-friendly rentals near Siesta Beach

Total holiday rentals
Explore 1,670 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $102Â NZD per night before taxes and fees

Verified guest reviews
Over 21,240 verified reviews to help you choose

Pet-friendly accommodation
Find 170 rentals that welcome pets

Holiday rentals with a pool
1,430 properties feature pools

Rentals with dedicated workspaces
740 properties have a dedicated workspace

Wi-Fi availability
1,630 of Siesta Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Siesta Beach rentals

4.8 Average rating
Siesta Beach stays are highly rated by guestsâaveraging 4.8 out of 5!
Destinations to explore
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- Family-friendly rentals Sarasota County
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